Reacción #40628

Ecuación de reacción

Bromine

8-cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

diisopropylethylamine

→

title compound

Rendimiento 102.0%

8-Cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Rendimiento 102.0%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe solution was concentrated
2. 2
   workup.DISSOLUTIONthe crude residue was redissolved in dichloromethane (10 mL)
3. 3
   workup.WAITAfter 15 h
4. 4
   Otrothe reaction mixture was partitioned between water and dichloromethane
5. 5
   Otrothe organic layer was separated
6. 6
   Secadodried (MgSO4)
7. 7
   Concentraciónconcentrated

Procedimiento

Bromine (0.15 g, 0.94 mmol) was added to a solution of 8-cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.28 g, 0.79 mmol) in dichloromethane (10 mL). After 5 min, the solution was concentrated and the crude residue was redissolved in dichloromethane (10 mL) and diisopropylethylamine (0.42 mL, 2.4 mmol) was added. After 15 h, the reaction mixture was partitioned between water and dichloromethane, the organic layer was separated, dried (MgSO4) and concentrated to provide 0.28 g (87%) of the title compound. Mass Spectrum (LCMS, ESI pos.) Calcd. For C17H21N3O3S: 347.13. found: (M+H) 348.3.

Fuente